I thought I needed this feature but since it wasn't available I just scheduled a daily pickup for I think it's $11 a month. If you don't have packages, I either text/call the driver to be courteous to let him know there's no pickup but most of the time we have a package so maybe 1 day out of 5 we won't have a pickup which wouldn't really upset anyone I don't think.
I only seeing this necessary if you're shipping out 1 or 2 packages a week, but if that's the case you should just log in and schedule it if you don't want to pay $11 a month or whatever it is.
I got an email from UPS saying they figure I can save $247 a year by using smart pickup instead of my daily pickup. Since I don't have packages every day but have many items go out multiple times a week, this makes a really compelling service for us. Please look into supporting it!
Please implement, we will stay with Worldship for the time being for UPS shipments however it we will look forward to that time where the feature is available in ShipStation.